Book Holiday Homes in Dennis

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Featured Holiday Homes in Dennis

Darling Cape Cottage - Steps from Downtown Harwich Port

Darling Cape Cottage - Steps from Downtown Harwich Port

Harwich MA
This vacation home is in the heart of Harwich Port, within a 10-minute walk of Bank Street Beach and Cape Cod Beaches.
Opens in a new windowDarling Cape Cottage - Steps from Downtown Harwich Port
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis MA
The price is AU$454 per night from 2 Apr to 3 Apr
AU$454
2 Apr - 3 Apr
includes taxes & fees
When you stay at this vacation home in Dennis Port, you'll be by the sea, within a 15-minute drive of Cape Cod Beaches and Mayflower Beach.
Opens in a new window2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Cliff House - Oceanfront Year-Round Romantic Getaway w/Hot Tub

Cliff House - Oceanfront Year-Round Romantic Getaway w/Hot Tub

Plymouth MA
With a stay at this vacation home in Plymouth, you'll be on the beach, within a 15-minute drive of Cape Cod Beaches and Manomet Beach.
Opens in a new windowCliff House - Oceanfront Year-Round Romantic Getaway w/Hot Tub
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SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!

SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!

Yarmouth MA
With a stay at this vacation home, you'll be centrally located in West Yarmouth, within a 5-minute drive of Cape Cod Beaches and Hyannis Harbor.
Opens in a new windowSANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
4BD/2BA. Tranquil Cape Getaway for family

4BD/2BA. Tranquil Cape Getaway for family

Barnstable MA
With a stay at this vacation home in Cotuit, you'll be within a 15-minute drive of Cape Cod Beaches and Hyannis Harbor.
Opens in a new window4BD/2BA. Tranquil Cape Getaway for family
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Dennis MA
When you stay at this vacation home in Dennis Port, you'll be on the beach, within a 15-minute drive of Cape Cod Beaches and Hyannis Harbor.
Opens in a new windowStunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
PET FRIENDLY.  WALK TO SANDYNECK BEACH

PET FRIENDLY. WALK TO SANDYNECK BEACH

Sandwich MA
With a stay at this vacation home in East Sandwich, you'll be near the beach, within a 5-minute drive of Cape Cod Beaches and Sandy Neck Beach.
Opens in a new windowPET FRIENDLY. WALK TO SANDYNECK BEACH
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth MA
The price is AU$564 per night from 10 Apr to 11 Apr
AU$564
10 Apr - 11 Apr
includes taxes & fees
With a stay at this vacation home in Plymouth, you'll be by the ocean, within a 15-minute drive of Cape Cod Beaches and Manomet Beach.
Opens in a new windowPlymouth private ocean front oversized suite on the bluff of Cape Cod Bay
WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

Yarmouth MA
The price is AU$999 per night from 2 Apr to 3 Apr
AU$999
2 Apr - 3 Apr
includes taxes & fees
Located in South Yarmouth (Bass River), this vacation home is within a 10-minute drive of Cape Cod Beaches and Hyannis Harbor.
Opens in a new windowWATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Dennis Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Dennis vacation homes are the perfect way for you to wing it.

Holiday houses in Dennis let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Dennis in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Dennis adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Dennis with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Dennis vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Dennis Holiday Homes essential information

Accommodation
3055 Holiday Homes
Lowest Price
AU$205
Highest Price
AU$999
Popular accommodation
Darling Cape Cottage - Steps from Downtown Harwich Port, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Cliff House - Oceanfront Year-Round Romantic Getaway w/Hot Tub, SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!, 4BD/2BA. Tranquil Cape Getaway for family , Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!, PET FRIENDLY. WALK TO SANDYNECK BEACH , Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay, WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

Top trending hotels in Dennis

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach

Dennis MA
When you stay at this vacation home in Dennis, you'll be on the beach, just steps from Cape Cod Beaches and 4 minutes by foot from Mayflower Beach.
Opens in a new windowMAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach
Mermaid Cottage! beautiful propety!

Mermaid Cottage! beautiful propety!

Dennis MA
When you stay at this cottage in Dennis, you'll be on a lake, within a 10-minute drive of Cape Cod Beaches and Mayflower Beach.
Opens in a new windowMermaid Cottage! beautiful propety!
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is AU$340 per night from 31 Mar to 1 Apr
AU$340
31 Mar - 1 Apr
includes taxes & fees
Located in Hyannis, Margaritaville Resort Cape Cod is in a shopping district, a 4-minute drive from Cape Cod Melody Tent and 5 minutes from Hyannis Harbor.
Opens in a new windowMargaritaville Resort Cape Cod
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Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is AU$205 per night from 1 Apr to 2 Apr
AU$205
1 Apr - 2 Apr
includes taxes & fees
When you stay at Bayside Resort Hotel in West Yarmouth, you'll be near the bay, within a 5-minute drive of Cape Cod Beaches and Hyannis Harbor.
Opens in a new windowBayside Resort Hotel
Don't see what you're looking for?
See all available properties in Dennis
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.